Abstract
While a plenty of macrocyclic hosts have been developed in supramolecular chemistry, those that combine chiral luminescent properties and host-guest recognition abilities are still uncommon. Herein, two pairs of enantiomeric macrocycles were synthesized via Suzuki-Miyaura [2+2] cyclization reactions using Tröger's base and diphenyl maleimide as the building blocks. The diphenyl maleimide units impart these macrocycles with highly strong fluorescence, achieving quantum yields up to 100 % in apolar solvents. Furthermore, the chiral, V-shaped Tröger's base units provide the macrocycles with circularly polarized luminescence (|glum|=1.68×10-3) and well-define cavity for hosting electron-deficient or positively charged guests with Ka up to 1.7×106 M-1.
Published Version
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